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Claims Trainee Jobs in Madison, WI (NOW HIRING)

Progressive

Claims Adjuster Trainee

Mcfarland, WI · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an accident. This is not a field position, which means you'll be building relationships with customers ...

Progressive

Claims Adjuster Trainee

Middleton, WI · Hybrid

$54K - $57K/yr

As a claims adjuster trainee , you'll learn how to help customers get back on the road after an accident. This is not a field position, which means you'll be building relationships with customers ...

Acrisure

Claims Specialist

Middleton, WI · On-site

$50K - $55K/yr

Acrisure is seeking a Claims Specialist to support the handling and resolution of multi-state claims, including workers' compensation, indemnity, employer's liability, and subrogation exposures. This ...

Corvel

Indemnity Claims Specialist

Madison, WI · Remote

$51K - $83K/yr

The Indemnity Claims Specialist manages within company best practices lower-level, non-complex and non-problematic workers' compensation claims within delegated limited authority to best possible ...

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Claims Trainee information

See Madison, WI salary details

$29.2K

$32.7K

$35.3K

How much do claims trainee jobs pay per year?

As of Aug 20, 2026, the average yearly pay for claims trainee in Madison, WI is $32,747.00, according to ZipRecruiter salary data. Most workers in this role earn between $31,200.00 and $34,300.00 per year, depending on experience, location, and employer.

What is a claims trainee?

Claims Trainees are entry-level professionals in the insurance industry who are learning how to evaluate, process, and settle insurance claims. They typically work under the supervision of experienced adjusters or managers and receive on-the-job training to understand company policies, claims procedures, and relevant legal regulations. Claims Trainees investigate claims, communicate with policyholders, and gradually take on more responsibility as they gain experience. This role is often a starting point for a career in claims adjusting or insurance management.

What are the key skills and qualifications needed to thrive as a claims trainee?

To thrive as a Claims Trainee, you need a bachelor's degree (often in business or a related field), analytical thinking, and basic knowledge of insurance principles. Familiarity with claims management systems, Microsoft Office Suite, and sometimes industry certifications such as AIC (Associate in Claims) is beneficial. Strong attention to detail, effective communication, and a customer-oriented mindset are standout soft skills for this role. These competencies are crucial for accurately evaluating claims, ensuring customer satisfaction, and supporting efficient claims resolution.

What are some common challenges a claims trainee might face during their initial training period?

As a Claims Trainee, one common challenge is quickly understanding complex insurance policies and regulations while handling real claims. Trainees often need to develop strong attention to detail and effective communication skills to gather information from claimants and collaborate with more experienced adjusters. Balancing training sessions, shadowing opportunities, and managing a growing caseload can feel overwhelming at first. However, most organizations provide mentorship and structured support to help trainees build confidence and proficiency as they progress.

What is the difference between Claims Trainee vs Claims Adjuster?

AspectClaims TraineeClaims Adjuster
Required CredentialsHigh school diploma or equivalent; some roles may prefer a relevant certificationHigh school diploma; often requires licensing or certification depending on the region
Work EnvironmentTraining programs, supervised settings, office or remoteFieldwork, office, or remote; handling claims directly with clients and providers
Employer & Industry UsageInsurance companies, training roles for entry-level claims positionsInsurance companies, claims departments, adjusting claims for damages or losses

Claims Trainee roles are entry-level positions focused on training and learning the claims process, often under supervision. Claims Adjusters handle actual claims, assess damages, and make settlement decisions. While Claims Trainees are in a learning phase, Claims Adjusters are responsible for managing claims independently once trained.

How do you become a claims trainee with no experience?

To become a claims trainee, candidates typically need a high school diploma or equivalent; some employers may prefer or require a bachelor's degree. Entry-level positions often provide on-the-job training, and having strong communication, organizational, and computer skills can improve chances. Gaining relevant certifications or knowledge of insurance processes can also be beneficial for those with no prior experience.

What are the most commonly searched types of Claims jobs in Madison, WI?

The most popular types of Claims jobs in Madison, WI are:

What are popular job titles related to Claims Trainee jobs in Madison, WI?

For Claims Trainee jobs in Madison, WI, the most frequently searched job titles are:

What job categories do people searching Claims Trainee jobs in Madison, WI look for?

The top searched job categories for Claims Trainee jobs in Madison, WI are:

What cities near Madison, WI are hiring for Claims Trainee jobs?

Cities near Madison, WI with the most Claims Trainee job openings:

Claims Trainee jobs near you
Infographic showing various Claims Trainee job openings in Madison, WI as of August 2026, with employment types broken down into 1% Internship, 83% Full Time, 12% Part Time, and 4% Contract. Highlights an 84% Physical, 4% Hybrid, and 12% Remote job distribution, with an average salary of $32,747 per year, or $15.7 per hour.

Claims Representative

Auto-Owners Insurance

Madison, WI • On-site

Other

Retirement, PTO

Re-posted 7 days ago

Auto-Owners Insurance rating

9.2

Company rating: 9.2 out of 10

Based on 35 frontline employees who took The Breakroom Quiz

22nd of 310 rated insurance

Job description

Claims Trainee

A career at Auto-Owners is challenging and rewarding. Our group of caring associates create financial security by helping individuals and businesses make a new start when a loss occurs.

We offer a merit-based work-from-home program based on job responsibilities. After initial training in-person, this specific role could have the flexibility to work from home up to 3 days per week.

Auto-Owners Insurance, a top-rated insurance carrier, is seeking a motivated claims trainee to join our team. This job handles entry-level insurance claims under close supervision through the life-cycle of a claim including but not limited to: investigation, evaluation, and claim resolution. This job provides service to agents, insureds, and others to ensure claims resolve accurately and timely. This job includes training and development completion of the Company's claims training program for the assigned line of insurance and requires the person to:

  • Investigate, evaluate, and settle entry-level insurance claims
  • Study insurance policies, endorsements, and forms to develop foundational knowledge on Company insurance products
  • Learn and comply with Company claim handling procedures
  • Develop entry-level claim negotiation and settlement skills
  • Build skills to effectively serve the needs of agents, insureds, and others
  • Meet and communicate with claimants, legal counsel, and third-parties
  • Develop specialized skills including but not limited to, estimating and use of designated computer-based programs for loss adjustment
  • Study, obtain, and maintain an adjuster's license(s), if required by statute within the timeline established by the Company or legal requirements

Desired Skills & Experience

  • Bachelor's degree or direct equivalent experience with property/casualty claims handling
  • Ability to organize data, multi-task and make decisions independently
  • Above average communication skills (written and verbal)
  • Ability to write reports and compose correspondence
  • Ability to resolve complex issues
  • Ability to maintain confidentiality and data security
  • Ability to effectively deal with a diverse group individuals
  • Ability to accurately deal with mathematical problems, including, geometry (area and volume) and financial areas (such as accuracy in sums, unit costs, and the capacity to read and develop understanding of personal and business finance documents)
  • Ability to drive an automobile, possess a valid driver license, and maintain a driving record consistent with the Company's underwriting guidelines for coverage
  • Continually develop product knowledge through participation in approved educational programs

Auto-Owners offers a wide range of career opportunities, and we are seeking talent that will help us continue our long tradition of success. We offer a friendly work environment, structured training program, employee mentoring and an excellent compensation/benefits package. Along with a competitive base salary, matched 401(k), fully-funded pension plan (once vested), and bonus programs, Auto-Owners also provides generous paid time off including holidays, vacation days, personal time, and sick leave. If you're looking to do rewarding work alongside great people, Auto-Owners is the place for you!

Auto-Owners Insurance is an equal opportunity employer. The Company hires, transfers, and promotes on the basis of ability, without consideration of disability, age, sex, race, color, religion, height, weight, marital status, sexual orientation, gender identity or national origin, or any factor contrary to federal, state or local law.

*Please note that the ability to work in the U.S. without current or future sponsorship is a requirement.

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